EP0169721A1 - Polyacetalharzmischung - Google Patents

Polyacetalharzmischung Download PDF

Info

Publication number: EP0169721A1
Authority: EP; European Patent Office
Prior art keywords: polyacetal resin; resin composition; ester; acid; fatty acid
Prior art date: 1984-07-24
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Granted

Application number

EP85305181A

Other languages

English (en)

French (fr)

Other versions

EP0169721B1 (de

Inventor

Hitohisa Takagaki

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Polyplastics Co Ltd

Original Assignee

Polyplastics Co Ltd

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1984-07-24

Filing date

1985-07-22

Publication date

1986-01-29

1985-07-22 Application filed by Polyplastics Co Ltd filed Critical Polyplastics Co Ltd

1986-01-29 Publication of EP0169721A1 publication Critical patent/EP0169721A1/de

1989-10-18 Application granted granted Critical

1989-10-18 Publication of EP0169721B1 publication Critical patent/EP0169721B1/de

Status Expired legal-status Critical Current

Links

229930182556 Polyacetal Natural products 0.000 title claims abstract description 26
229920006324 polyoxymethylene Polymers 0.000 title claims abstract description 26
239000011342 resin composition Substances 0.000 title claims abstract description 16
235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 22
239000000194 fatty acid Substances 0.000 claims abstract description 22
229930195729 fatty acid Natural products 0.000 claims abstract description 22
150000002148 esters Chemical class 0.000 claims abstract description 14
238000006116 polymerization reaction Methods 0.000 claims abstract description 13
150000004665 fatty acids Chemical class 0.000 claims abstract description 11
229920001515 polyalkylene glycol Polymers 0.000 claims abstract description 10
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 9
150000005690 diesters Chemical class 0.000 claims description 2
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
239000005977 Ethylene Substances 0.000 claims 1
229920001281 polyalkylene Polymers 0.000 claims 1
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
238000000465 moulding Methods 0.000 abstract description 8
238000005299 abrasion Methods 0.000 abstract 1
-1 aliphatic alcohols Chemical class 0.000 description 16
239000011347 resin Substances 0.000 description 15
229920005989 resin Polymers 0.000 description 15
239000000203 mixture Substances 0.000 description 14
239000000654 additive Substances 0.000 description 7
238000001125 extrusion Methods 0.000 description 7
239000002202 Polyethylene glycol Substances 0.000 description 6
238000000034 method Methods 0.000 description 6
229920001223 polyethylene glycol Polymers 0.000 description 6
239000000314 lubricant Substances 0.000 description 5
230000007246 mechanism Effects 0.000 description 4
239000008188 pellet Substances 0.000 description 4
239000002253 acid Substances 0.000 description 3
230000006872 improvement Effects 0.000 description 3
238000004898 kneading Methods 0.000 description 3
WQEPLUUGTLDZJY-UHFFFAOYSA-N pentadecanoic acid Chemical compound CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 3
239000000126 substance Substances 0.000 description 3
238000012360 testing method Methods 0.000 description 3
241000047703 Nonion Species 0.000 description 2
ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
235000021355 Stearic acid Nutrition 0.000 description 2
230000000996 additive effect Effects 0.000 description 2
YZXBAPSDXZZRGB-DOFZRALJSA-N arachidonic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O YZXBAPSDXZZRGB-DOFZRALJSA-N 0.000 description 2
230000015556 catabolic process Effects 0.000 description 2
229920001577 copolymer Polymers 0.000 description 2
238000006731 degradation reaction Methods 0.000 description 2
UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
ICAIHSUWWZJGHD-UHFFFAOYSA-N dotriacontanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O ICAIHSUWWZJGHD-UHFFFAOYSA-N 0.000 description 2
230000000694 effects Effects 0.000 description 2
ZQPPMHVWECSIRJ-MDZDMXLPSA-N elaidic acid Chemical compound CCCCCCCC\C=C\CCCCCCCC(O)=O ZQPPMHVWECSIRJ-MDZDMXLPSA-N 0.000 description 2
LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
239000000835 fiber Substances 0.000 description 2
KEMQGTRYUADPNZ-UHFFFAOYSA-N heptadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(O)=O KEMQGTRYUADPNZ-UHFFFAOYSA-N 0.000 description 2
XMHIUKTWLZUKEX-UHFFFAOYSA-N hexacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O XMHIUKTWLZUKEX-UHFFFAOYSA-N 0.000 description 2
IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
UTOPWMOLSKOLTQ-UHFFFAOYSA-N octacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O UTOPWMOLSKOLTQ-UHFFFAOYSA-N 0.000 description 2
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
230000000704 physical effect Effects 0.000 description 2
229920001451 polypropylene glycol Polymers 0.000 description 2
150000004671 saturated fatty acids Chemical class 0.000 description 2
239000008117 stearic acid Substances 0.000 description 2
VHOCUJPBKOZGJD-UHFFFAOYSA-N triacontanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O VHOCUJPBKOZGJD-UHFFFAOYSA-N 0.000 description 2
SZHOJFHSIKHZHA-UHFFFAOYSA-N tridecanoic acid Chemical compound CCCCCCCCCCCCC(O)=O SZHOJFHSIKHZHA-UHFFFAOYSA-N 0.000 description 2
WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
235000021357 Behenic acid Nutrition 0.000 description 1
229920005177 Duracon® POM Polymers 0.000 description 1
239000004150 EU approved colour Substances 0.000 description 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
239000005639 Lauric acid Substances 0.000 description 1
235000021353 Lignoceric acid Nutrition 0.000 description 1
CQXMAMUUWHYSIY-UHFFFAOYSA-N Lignoceric acid Natural products CCCCCCCCCCCCCCCCCCCCCCCC(=O)OCCC1=CC=C(O)C=C1 CQXMAMUUWHYSIY-UHFFFAOYSA-N 0.000 description 1
OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
239000005642 Oleic acid Substances 0.000 description 1
235000021314 Palmitic acid Nutrition 0.000 description 1
229920002564 Polyethylene Glycol 3500 Polymers 0.000 description 1
229920009382 Polyoxymethylene Homopolymer Polymers 0.000 description 1
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 1
235000020661 alpha-linolenic acid Nutrition 0.000 description 1
229940114079 arachidonic acid Drugs 0.000 description 1
235000021342 arachidonic acid Nutrition 0.000 description 1
229940116226 behenic acid Drugs 0.000 description 1
230000000740 bleeding effect Effects 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
238000000576 coating method Methods 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
230000007423 decrease Effects 0.000 description 1
230000007547 defect Effects 0.000 description 1
238000011161 development Methods 0.000 description 1
FARYTWBWLZAXNK-WAYWQWQTSA-N ethyl (z)-3-(methylamino)but-2-enoate Chemical compound CCOC(=O)\C=C(\C)NC FARYTWBWLZAXNK-WAYWQWQTSA-N 0.000 description 1
239000000945 filler Substances 0.000 description 1
239000008187 granular material Substances 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
VXZBFBRLRNDJCS-UHFFFAOYSA-N heptacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O VXZBFBRLRNDJCS-UHFFFAOYSA-N 0.000 description 1
229920001519 homopolymer Polymers 0.000 description 1
VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 description 1
230000001771 impaired effect Effects 0.000 description 1
150000002484 inorganic compounds Chemical class 0.000 description 1
229960004232 linoleic acid Drugs 0.000 description 1
229960004488 linolenic acid Drugs 0.000 description 1
KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 1
239000007788 liquid Substances 0.000 description 1
230000001050 lubricating effect Effects 0.000 description 1
238000005461 lubrication Methods 0.000 description 1
229920002521 macromolecule Polymers 0.000 description 1
239000000463 material Substances 0.000 description 1
238000005259 measurement Methods 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
239000002480 mineral oil Substances 0.000 description 1
238000002156 mixing Methods 0.000 description 1
CWQXQMHSOZUFJS-UHFFFAOYSA-N molybdenum disulfide Chemical compound S=[Mo]=S CWQXQMHSOZUFJS-UHFFFAOYSA-N 0.000 description 1
229910052982 molybdenum disulfide Inorganic materials 0.000 description 1
239000002667 nucleating agent Substances 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
239000003921 oil Substances 0.000 description 1
229940006093 opthalmologic coloring agent diagnostic Drugs 0.000 description 1
150000002894 organic compounds Chemical class 0.000 description 1
125000005704 oxymethylene group Chemical group [H]C([H])([*:2])O[*:1] 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
239000000843 powder Substances 0.000 description 1
230000009467 reduction Effects 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
235000003441 saturated fatty acids Nutrition 0.000 description 1
239000010703 silicon Substances 0.000 description 1
229910052710 silicon Inorganic materials 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
229920001897 terpolymer Polymers 0.000 description 1
TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
150000003626 triacylglycerols Chemical class 0.000 description 1
235000021122 unsaturated fatty acids Nutrition 0.000 description 1
150000004670 unsaturated fatty acids Chemical class 0.000 description 1
238000001291 vacuum drying Methods 0.000 description 1
239000013585 weight reducing agent Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L59/00—Compositions of polyacetals; Compositions of derivatives of polyacetals
- C08L59/02—Polyacetals containing polyoxymethylene sequences only
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
- C08L71/02—Polyalkylene oxides

Definitions

the present invention relates to polyacetal resin compositions having excellent frictional characteristic in which such excellent properties as surface state, thermal stability, etc., of its molded product are retained in well balanced proportions, without losing workabilities in extrusion and molding and the compositions of this invention are finding preferable applications as varieties of sliding parts, mechanism parts, etc., of, for example, electric equipments, automobiles, fiber making machines, cameras, facsimiles. duplicators, computers and various OA equipments and other sundry goods. Examples of its utilization include mechanism parts of audio or video tape recorder units, tape reels and parts contained in cassettes which slide in contact with tape and keyboard switches of various equipments, etc. (Prior Arts)
polyacetal resins are recently finding uses in very wide, fields as typical engineering resins excellent in physical characteristics such as mechanical properties, electric characteristics, etc., or chemical characteristics such as chemicals resistance, heat resistance, etc. With expanding fields of application of polyacetal resins, however, their special properties as such materials are called for. As one of such properties, further improvements in frictional characteristic are sometimes required in the fields of sliding parts, mechanism parts, etc., of automobiles, electric products, etc.
a polyacetal resin composition comprises polyacetal and an ester of a fatty acid having 12 or more carbon atoms and a polyalkylene glycol having a polymerization degree of 16 or more on the average. It is preferably that the fatty acid has 12 to 22 carbon atoms and the polyalkylene glycol has a polymerization degree of 16 to 200 on the average.
the ester may be mono-ester or di-ester.
polyacetal resin used according to this invention either polyoxymethylene-homopolymer or polyacetal-copolymers or terpolymers of which consists of oxymethylene chain as the major part.
the fatty acids which are used in producing the fatty acid esters are saturated or unsaturated fatty acids containing 12 or more carbon atoms.
fatty acids include lauric acid, tridecylic acid, myristic acid, pentadecylic acid, palmitic acid, heptadecylic acid, stearic acid, nonadecanic acid, arachic acid, behenic acid, lignoceric acid, cerotic acid, heptacosanic acid, montanic acid, melissic acid, lacceric acid, oleic acid, elaidic acid, linolic acid, linolenic acid, arachidonic acid, setoleic acid and elucic acid.
a saturated fatty acid having 12 to 22 carbon atoms is preferred.
a homopolymer or copolymer of an alkylene glycol, having an average polymerization degree of not less than 16, is used as an alcohol from which the fatty acid ester is prepared.
that having an average polymerization degree of 20 to 200 is preferable in view of the good surface of a resulting moulded article.
a polymer of an alkylene glycol such as polyethylene glycol and polypropylene glycol, is used.
a fatty acid ester to prepare from a fatty acid having 12 or more carbon atoms and a polyalkylene glycol having an average polymerization degree of 16 or more includes monolaurate, monopalmitate, monostearate, monobehenate, monomontanate, monooleate, monolinolate, dilaurate. dipalmitate, distearate, dibehenate, dimontanate, dioleate and dilinolate of a polyalkylene glycol such as polyethylene glycol and polypropylene glycol.
the products obtained show reduction in thermal stability or if molded products are left standing under high temperature and high humidity conditions, the additives sometimes bleed out to the surface of the molded products, causing their clouding; thus the solid matters which have bled out become recognizable as impaired surface appearance.
the invention overcomes or remarkably diminishes the above discussed defects by use of the specific fatty acid ester.
it provides an excellent frictional characteristics and advantages in view of other properties and treatment.
An amount of the specific fatty acid ester to add to polyacetal resin according to the invention is advantageously from 0.01 to 30 percent by weight, based on the total weight of the composition.
a preferable range of the addition is from 0.05 to 10 percent by weight. With smaller amounts than this, adequate friction characteristic sometimes cannot be achieved, but larger amounts may invite reduced workability in extrusion molding or degradation in mechanical , properties, etc.
they should be added in the range of 0.1 weight % to 5 weight %.
compositions of this invention may be reinforced by further adding various well known stabilizers. Or for improvement of physical properties according to their uses various known additives may be further compounded.
various colouring agents, lubricants, mold releasing agents, nucleating agents, surface active agents, organic high molecular improvers and fillers in the forms of fibers, powders, granules or plates of inorganic and organic compounds. metals. etc. may be used singly or in mixture of two or more of them.
compositions of this invention may be readily prepared by any well-known methods which are commonly utilized as conventional techniques. For example, they include the method of preparing pellets by kneading in an extruding from an extruder the components which have been mixed, followed by molding. the method of mixing pellets differing in composition before molding and obtaining the compositions after molding, the method of directly charging in respective components at the time of molding, etc., whichever method is usable.
fatty acid esters may be added in the state of being borne by organic macromolecules or inorganic substances which serve as their retainers.
polyacetal resin compositions of this invention composed as hereabove-described, as is apparent from the example described later, show excellent frictional characteristic, proper surface state of the molded products, without any loss of workability in extrusion and molding, and have well-balanced components, without any such inconveniences as degradation in other physical properties.
compositions of this invention can exhibit such effects is not distinct, the present inventor et al. suppose it to be a probable mechanism that the specified fatty acid esters have moderate affinity to polyacetal resin so that they properly seep out to the work surface when being molded or said esters moderately bleed to the sliding surface due to the evolution of heat from sliding, thereby forming a lubricant coating. With polyacetal resin compositions.
an average polymerization degree of the polyalkylene glycol is preferably from 20 to 200.
Stearic acid ester of polyethylene glycol shown in Table 1 was added to polyacetal resin, Duracon M90, a tradename of Polyplastics Co., Ltd., and a mixture was blended in a Henschel mixer. It was, then, molten and kneaded, using a 40 mm biaxial extruder, thereby preparing a pellet-form composition. Thereafter, test pieces were formed from the pellets by use of a extrusion molder and with them, various properties were measured. For comparison, the resin without the addition of the fatty acid ester of this invention and resin compositions with conventional lubricating property improvers added were similarly prepared and evaluated.
the coefficient of dynamic friction as a frictional characteristic was measured after running a distance of 567 m against ABS resin at a 2.5 kg/cm 2 pressuring force, 3.9 cm/sec linear velocity and 2.0 cm 2 contact area, using a thrust type Suzuki friction and wear tester.
test piece was left standing for 8 hours under conditions of temperature (80°C) and humidity (85%) and thereafter, the temperature was brought back to the normal temperature, to visually observe how the additive has bled to the surface of the molded product. If excessive bleeding of liquid and powdery matters was found and any clouding of its surface or any adhering matters were recognized, the test piece was scored as "Bad".
Rate of weight reduction was measured after subjecting 5 g of resin composition to vacuum drying and, then, heating it in air at 230°C for 45 min.

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Compositions Of Macromolecular Compounds (AREA)

EP85305181A 1984-07-24 1985-07-22 Polyacetalharzmischung Expired EP0169721B1 (de)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
JP153668/84		1984-07-24
JP15366884A JPS6131453A (ja)	1984-07-24	1984-07-24	ポリアセタ−ル樹脂組成物

Publications (2)

Publication Number	Publication Date
EP0169721A1 true EP0169721A1 (de)	1986-01-29
EP0169721B1 EP0169721B1 (de)	1989-10-18

Family

ID=15567559

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
EP85305181A Expired EP0169721B1 (de)	1984-07-24	1985-07-22	Polyacetalharzmischung

Country Status (5)

Country	Link
US (1)	US4649179A (de)
EP (1)	EP0169721B1 (de)
JP (1)	JPS6131453A (de)
CA (1)	CA1255414A (de)
DE (1)	DE3573799D1 (de)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0340931A1 (de) *	1988-04-15	1989-11-08	Polyplastics Co. Ltd.	Polyacetalharz Zusammensetzung für Gleitbauteile und daraus hergestellte Führungsrolle oder Führungsstift
EP0372681A1 (de) *	1988-12-02	1990-06-13	Polyplastics Co. Ltd.	Polyacetalharz-Zusammensetzung und daraus hergestellte Gleitbauteile
EP0473300A1 (de) *	1990-08-21	1992-03-04	Mitsubishi Gas Chemical Company, Inc.	Acetalharz-Zusammensetzung
EP0709431A3 (de) *	1994-10-03	1996-11-20	E M Corp	Selbstschierende Acetalmischungen
US5783619A (en) *	1994-03-24	1998-07-21	E. I. Du Pont De Nemours And Company	Polyacetal resin composition and sliding parts

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP2503051B2 (ja) *	1988-06-22	1996-06-05	東レ株式会社	ポリアセタ―ル樹脂組成物
WO1995016734A1 (en) *	1992-08-04	1995-06-22	E.I. Du Pont De Nemours And Company	Polyacetal resin composition with reduced formaldehyde odor
US6156834A (en) *	1998-03-20	2000-12-05	Asahi Kasei Kogyo Kabushiki Kaisha	Polyacetal resin composition
EP1460106B1 (de) *	2001-12-21	2005-11-23	Mitsubishi Gas Chemical Company, Inc.	Thermoplastharzzusammensetzung
US6974849B2 (en) *	2003-03-03	2005-12-13	Ticona Llc	Polyacetals with improved resistance to bleach
JP5783685B2 (ja) *	2010-06-03	2015-09-24	旭化成ケミカルズ株式会社	ポリオキシメチレン製スライド部品
CN117178048A (zh) *	2021-04-19	2023-12-05	三菱瓦斯化学株式会社	金属切削加工辅助材料和切削加工方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR2152590A1 (de) *	1971-09-08	1973-04-27	Ube Industries
GB1398290A (en) *	1972-12-13	1975-06-18	Du Pont	Oxymethylene polymer composition

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5542570A (en) *	1978-09-22	1980-03-25	Daiwa Seiko Co	Production of ear fishing rod
JPS55127942A (en) *	1979-03-28	1980-10-03	Daiwa Seiko Co	Production of fishing rod
US4377667A (en) *	1980-06-13	1983-03-22	Asahi Kasei Kogyo Kabushiki Kaisha	Polyacetal and process of producing same
JPS58189777U (ja) *	1982-06-15	1983-12-16	萩原　吉治	つり竿

1984
- 1984-07-24 JP JP15366884A patent/JPS6131453A/ja active Granted
1985
- 1985-07-15 CA CA000486816A patent/CA1255414A/en not_active Expired
- 1985-07-22 EP EP85305181A patent/EP0169721B1/de not_active Expired
- 1985-07-22 US US06/757,589 patent/US4649179A/en not_active Expired - Lifetime
- 1985-07-22 DE DE8585305181T patent/DE3573799D1/de not_active Expired

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR2152590A1 (de) *	1971-09-08	1973-04-27	Ube Industries
GB1398290A (en) *	1972-12-13	1975-06-18	Du Pont	Oxymethylene polymer composition

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, vol. 83, no. 26, 29th December 1975, page 45, no. 207142g, Columbus, Ohio, US; & JP - A - 75 103 556 (ASAHI CHEMICAL INDUSTRY CO. LTD.) 15-08-1975 *

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0340931A1 (de) *	1988-04-15	1989-11-08	Polyplastics Co. Ltd.	Polyacetalharz Zusammensetzung für Gleitbauteile und daraus hergestellte Führungsrolle oder Führungsstift
US5106896A (en) *	1988-04-15	1992-04-21	Polyplastics Co, Ltd.	Self-lubricating polyacetal wear part
EP0372681A1 (de) *	1988-12-02	1990-06-13	Polyplastics Co. Ltd.	Polyacetalharz-Zusammensetzung und daraus hergestellte Gleitbauteile
EP0473300A1 (de) *	1990-08-21	1992-03-04	Mitsubishi Gas Chemical Company, Inc.	Acetalharz-Zusammensetzung
US5783619A (en) *	1994-03-24	1998-07-21	E. I. Du Pont De Nemours And Company	Polyacetal resin composition and sliding parts
EP0709431A3 (de) *	1994-10-03	1996-11-20	E M Corp	Selbstschierende Acetalmischungen

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DE3573799D1 (en)	1989-11-23
EP0169721B1 (de)	1989-10-18
CA1255414A (en)	1989-06-06
JPH0535186B2 (de)	1993-05-25
US4649179A (en)	1987-03-10
JPS6131453A (ja)	1986-02-13

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